1izc

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(New page: 200px<br /><applet load="1izc" size="450" color="white" frame="true" align="right" spinBox="true" caption="1izc, resolution 1.7&Aring;" /> '''Crystal Structure Ana...)
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caption="1izc, resolution 1.7&Aring;" />
caption="1izc, resolution 1.7&Aring;" />
'''Crystal Structure Analysis of Macrophomate synthase'''<br />
'''Crystal Structure Analysis of Macrophomate synthase'''<br />
==Overview==
==Overview==
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The Diels-Alder reaction, which forms a six-membered ring from an alkene, (dienophile) and a 1,3-diene, is synthetically very useful for, construction of cyclic products with high regio- and stereoselectivity, under mild conditions. It has been applied to the synthesis of complex, pharmaceutical and biologically active compounds. Although evidence on, natural Diels-Alderases has been accumulated in the biosynthesis of, secondary metabolites, there has been no report on the structural details, of the natural Diels-Alderases. The function and catalytic mechanism of, the natural Diels-Alderase are of great interest owing to the diversity of, molecular skeletons in natural Diels-Alder adducts. Here we present the, 1.70 A resolution crystal structure of the natural Diels-Alderase, fungal, macrophomate synthase (MPS), in complex with pyruvate. The active site of, the enzyme is large and hydrophobic, contributing amino acid residues that, can hydrogen-bond to the substrate 2-pyrone. These data provide, information on the catalytic mechanism of MPS, and suggest that the, reaction proceeds via a large-scale structural reorganization of the, product.
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The Diels-Alder reaction, which forms a six-membered ring from an alkene (dienophile) and a 1,3-diene, is synthetically very useful for construction of cyclic products with high regio- and stereoselectivity under mild conditions. It has been applied to the synthesis of complex pharmaceutical and biologically active compounds. Although evidence on natural Diels-Alderases has been accumulated in the biosynthesis of secondary metabolites, there has been no report on the structural details of the natural Diels-Alderases. The function and catalytic mechanism of the natural Diels-Alderase are of great interest owing to the diversity of molecular skeletons in natural Diels-Alder adducts. Here we present the 1.70 A resolution crystal structure of the natural Diels-Alderase, fungal macrophomate synthase (MPS), in complex with pyruvate. The active site of the enzyme is large and hydrophobic, contributing amino acid residues that can hydrogen-bond to the substrate 2-pyrone. These data provide information on the catalytic mechanism of MPS, and suggest that the reaction proceeds via a large-scale structural reorganization of the product.
==About this Structure==
==About this Structure==
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1IZC is a [http://en.wikipedia.org/wiki/Single_protein Single protein] structure of sequence from [http://en.wikipedia.org/wiki/Macrophoma_commelinae Macrophoma commelinae] with MG and PYR as [http://en.wikipedia.org/wiki/ligands ligands]. Full crystallographic information is available from [http://ispc.weizmann.ac.il/oca-bin/ocashort?id=1IZC OCA].
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1IZC is a [http://en.wikipedia.org/wiki/Single_protein Single protein] structure of sequence from [http://en.wikipedia.org/wiki/Macrophoma_commelinae Macrophoma commelinae] with <scene name='pdbligand=MG:'>MG</scene> and <scene name='pdbligand=PYR:'>PYR</scene> as [http://en.wikipedia.org/wiki/ligands ligands]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1IZC OCA].
==Reference==
==Reference==
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[[Category: tim-barrel]]
[[Category: tim-barrel]]
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''Page seeded by [http://ispc.weizmann.ac.il/oca OCA ] on Sat Nov 24 22:50:00 2007''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Feb 21 13:17:21 2008''

Revision as of 11:17, 21 February 2008


1izc, resolution 1.7Å

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Crystal Structure Analysis of Macrophomate synthase

Overview

The Diels-Alder reaction, which forms a six-membered ring from an alkene (dienophile) and a 1,3-diene, is synthetically very useful for construction of cyclic products with high regio- and stereoselectivity under mild conditions. It has been applied to the synthesis of complex pharmaceutical and biologically active compounds. Although evidence on natural Diels-Alderases has been accumulated in the biosynthesis of secondary metabolites, there has been no report on the structural details of the natural Diels-Alderases. The function and catalytic mechanism of the natural Diels-Alderase are of great interest owing to the diversity of molecular skeletons in natural Diels-Alder adducts. Here we present the 1.70 A resolution crystal structure of the natural Diels-Alderase, fungal macrophomate synthase (MPS), in complex with pyruvate. The active site of the enzyme is large and hydrophobic, contributing amino acid residues that can hydrogen-bond to the substrate 2-pyrone. These data provide information on the catalytic mechanism of MPS, and suggest that the reaction proceeds via a large-scale structural reorganization of the product.

About this Structure

1IZC is a Single protein structure of sequence from Macrophoma commelinae with and as ligands. Full crystallographic information is available from OCA.

Reference

Insight into a natural Diels-Alder reaction from the structure of macrophomate synthase., Ose T, Watanabe K, Mie T, Honma M, Watanabe H, Yao M, Oikawa H, Tanaka I, Nature. 2003 Mar 13;422(6928):185-9. PMID:12634789

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